BEGIN:VCALENDAR VERSION:2.0 X-WR-CALNAME:EventsCalendar PRODID:-//hacksw/handcal//NONSGML v1.0//EN CALSCALE:GREGORIAN BEGIN:VTIMEZONE TZID:America/New_York LAST-MODIFIED:20240422T053451Z TZURL:https://www.tzurl.org/zoneinfo-outlook/America/New_York X-LIC-LOCATION:America/New_York BEGIN:DAYLIGHT TZNAME:EDT TZOFFSETFROM:-0500 TZOFFSETTO:-0400 DTSTART:19700308T020000 RRULE:FREQ=YEARLY;BYMONTH=3;BYDAY=2SU END:DAYLIGHT BEGIN:STANDARD TZNAME:EST TZOFFSETFROM:-0400 TZOFFSETTO:-0500 DTSTART:19701101T020000 RRULE:FREQ=YEARLY;BYMONTH=11;BYDAY=1SU END:STANDARD END:VTIMEZONE BEGIN:VEVENT CATEGORIES:College of Arts and Sciences,Thesis/Dissertations DESCRIPTION:Title: Synthesis of 2,3-Disubstituted Imidazo[1,2-a] pyrimidine s as Versatile Intermediates Toward Oroidin and Modified CK-666 Analogues Advisor/Committee Members:  Dr. Sivappa Rasapalli, Associate Professor, Chemistry/Biochemistry Dept., UMass Dartmouth, Thesis Advisor and Committ ee Chair Dr. Shuowei Cai, Chemistry/Biochemistry Dept., UMassD, Thesis C ommittee Member Dr. Wei-Shun Chang, Chemistry/Biochemistry Dept., UMass D, Thesis Committee Member Abstract: Nitrogen-rich heterocycles constit ute privileged structural motifs in natural products and pharmaceuticals, forming the core architecture of numerous bioactive alkaloids, antibiotics , and approved drugs through their selective interactions with diverse bio logical targets. Among these, the imidazo[1,2-a]pyrimidine scaffold is par ticularly valued for its recurrence in marine alkaloid synthesis in our re search program and others, exemplified by oroidin, clathroidin, and hymeni din synthesis, and its proven utility in cytoskeletal inhibitor design, no tably CK-666. Herein, we describe the synthesis of 2,3-disubstituted imida zo[1,2-a]pyrimidines toward two complementary objectives: (i) the total sy nthesis of oroidin, a pyrrole-2-aminoimidazole alkaloid isolated from mari ne sponges of the genus Agelas possessing notable antimicrobial, anti-foul ing, and anti-biofilm properties, along with its structural analogues; and (ii) the design of modified CK-666 analogues through strategic functional ization of the imidazo[1,2-a]pyrimidine core. CK-666 inhibits the Arp2/3 c omplex—a seven-subunit assembly that nucleates branched actin filaments essential for cell motility—yet exhibits only moderate potency and modes t binding affinity, providing a clear impetus for structure-based optimiza tion toward more efficacious derivatives.\nEvent page: https://www.umassd. edu/events/cms/8-5-26-ms-thesis-defense-by-nikhil-bhagavatula-.php X-ALT-DESC;FMTTYPE=text/html:

Title: Synthesis of 2\,3-Disubs tituted Imidazo[1\,2-a] pyrimidines as Versatile Intermediates Toward Oroi din and Modified CK-666 Analogues

Advisor/Committee Members: 

Dr. Sivappa Rasapalli\, Associate Professor\, Chemistry/Bioch emistry Dept.\, UMass Dartmouth\, Thesis Advisor and Committee Chair
Dr. Shuowei Cai\, Chemistry/Biochemistry Dept.\, UMassD\, Thesis Co mmittee Member
Dr. Wei-Shun Chang\, Chemistry/Biochemistry De pt.\, UMassD\, Thesis Committee Member

Abstract:

Nitrogen-rich heterocycles constitute privileged structural motifs in nat ural products and pharmaceuticals\, forming the core architecture of numer ous bioactive alkaloids\, antibiotics\, and approved drugs through their s elective interactions with diverse biological targets. Among these\, the i midazo[1\,2-a]pyrimidine scaffold is particularly valued for its recurrenc e in marine alkaloid synthesis in our research program and others\, exempl ified by oroidin\, clathroidin\, and hymenidin synthesis\, and its proven utility in cytoskeletal inhibitor design\, notably CK-666.

Herein\ , we describe the synthesis of 2\,3-disubstituted imidazo[1\,2-a]pyrimidin es toward two complementary objectives: (i) the total synthesis of oroidin \, a pyrrole-2-aminoimidazole alkaloid isolated from marine sponges of the genus Agelas possessing notable antimicrobial\, anti-fouling\, and anti-b iofilm properties\, along with its structural analogues\; and (ii) the des ign of modified CK-666 analogues through strategic functionalization of th e imidazo[1\,2-a]pyrimidine core. CK-666 inhibits the Arp2/3 complex—a s even-subunit assembly that nucleates branched actin filaments essential fo r cell motility—yet exhibits only moderate potency and modest binding af finity\, providing a clear impetus for structure-based optimization toward more efficacious derivatives.

Event page: htt ps://www.umassd.edu/events/cms/8-5-26-ms-thesis-defense-by-nikhil-bhagavat ula-.php

DTSTAMP:20260715T164845 DTSTART;TZID=America/New_York:20260805T150000 DTEND;TZID=America/New_York:20260805T170000 LOCATION:VRB-210 SUMMARY;LANGUAGE=en-us: MS Thesis Defense by Nikhil Bhagavatula UID:fb7688d8fa3ae459818d05e199060878@www.umassd.edu END:VEVENT END:VCALENDAR